Literature DB >> 23775917

Copper-catalyzed regioselective fluorination of allylic halides.

Zuxiao Zhang1, Fei Wang, Xin Mu, Pinhong Chen, Guosheng Liu.   

Abstract

Group activity: A novel copper-catalyzed fluorination of internal allylic bromides and chlorides has been developed by using Et3N⋅3 HF as the fluorine source. A functional group (FG) within the substrate is required to achieve the allylic fluorination, and a variety of secondary allylic fluoride compounds can be accessed in good yield with excellent regioselectivity.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  allylic halides; copper catalysis; fluorination; regioselectivity; synthetic methods

Mesh:

Substances:

Year:  2013        PMID: 23775917     DOI: 10.1002/anie.201301891

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  7 in total

Review 1.  Synthesis and Glycosidation of Anomeric Halides: Evolution from Early Studies to Modern Methods of the 21st Century.

Authors:  Yashapal Singh; Scott A Geringer; Alexei V Demchenko
Journal:  Chem Rev       Date:  2022-06-08       Impact factor: 72.087

2.  Regiocontrolled allylic functionalization of internal alkene via selenium-π-acid catalysis guided by boron substitution.

Authors:  Ling Yang; Yuan Liu; Wen-Xin Fan; Dong-Hang Tan; Qingjiang Li; Honggen Wang
Journal:  Chem Sci       Date:  2022-04-22       Impact factor: 9.969

3.  Silver-catalyzed vinylogous fluorination of vinyl diazoacetates.

Authors:  Changming Qin; Huw M L Davies
Journal:  Org Lett       Date:  2013-11-14       Impact factor: 6.005

4.  Mechanism of Electrophilic Fluorination with Pd(IV): Fluoride Capture and Subsequent Oxidative Fluoride Transfer.

Authors:  Jochen R Brandt; Eunsung Lee; Gregory B Boursalian; Tobias Ritter
Journal:  Chem Sci       Date:  2014-01-01       Impact factor: 9.825

5.  Catalytic Nucleophilic Fluorination of Secondary and Tertiary Propargylic Electrophiles with a Copper-N-Heterocyclic Carbene Complex.

Authors:  Li-Jie Cheng; Christopher J Cordier
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-25       Impact factor: 15.336

Review 6.  Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups.

Authors:  Xiaowei Li; Xiaolin Shi; Xiangqian Li; Dayong Shi
Journal:  Beilstein J Org Chem       Date:  2019-09-23       Impact factor: 2.883

7.  Hydrofluorination of Alkynes Catalysed by Gold Bifluorides.

Authors:  Fady Nahra; Scott R Patrick; Davide Bello; Marcel Brill; Alan Obled; David B Cordes; Alexandra M Z Slawin; David O'Hagan; Steven P Nolan
Journal:  ChemCatChem       Date:  2014-11-26       Impact factor: 5.686

  7 in total

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